133 matches found
$14,990,000
Property Type: Residential
# of Bedrooms: 6
# of Bathrooms: 9
Square Footage: 7590
Year Built: 2025
Area: 25 - Plantation Key
Subdivision: Pearl City (89.0)
Description: Newly completed in 2025, this exceptional oceanfront estate is located in t...
Listing Office: Berkshire Hathaway HomeServices EWM Realty
Last Updated: September - 08 - 2026
IDX
$14,000,000
Property Type: Residential
# of Bedrooms: 5
# of Bathrooms: 4
Square Footage: 3582
Year Built: 1987
Area: 25 - Plantation Key
Subdivision: Lysiloma (89.5)
Description: The most sought-after bay in all the Florida Keys, and one of the largest p...
Listing Office: Palm House Real Estate
Last Updated: September - 29 - 2026
IDX
$13,750,000
Property Type: Residential
# of Bedrooms: 5
# of Bathrooms: 7
Square Footage: 5489
Year Built: 2019
Area: 23 - Upper Matecumbe
Subdivision: Misc Upper Matacumbe (82.0)
Description: Situated on one of Islamorada's premier and most sought-after bayfront stre...
Listing Office: The Agency Florida Keys
Last Updated: October - 13 - 2026
IDX
$13,500,000
Property Type: Residential
# of Bedrooms: 8
# of Bathrooms: 8
Square Footage: 6500
Year Built: 2002
Area: 25 - Plantation Key
Subdivision: Misc Plantation Key (85.0)
Description: Private Helicopter Estate in the Florida Keys. Behind private gates on p...
Listing Office: Berkshire Hathaway HomeServices Keys Real Estate - Islamorada
Last Updated: August - 24 - 2026
IDX
$10,950,000
Property Type: Residential
# of Bedrooms: 6
# of Bathrooms: 8
Square Footage: 6577
Year Built: 2025
Area: 22 - Lower Matecumbe
Subdivision: Davis Shores (77.0)
Description: Sunset Sanctuary. Natural beauty and captivating sunsets of the Florida Key...
Listing Office: American Caribbean Real Estate, Christie's International Real Estate
Last Updated: September - 22 - 2026
IDX
$10,750,000
Property Type: Residential
# of Bedrooms: 4
# of Bathrooms: 4
Square Footage: 5100
Year Built: 1993
Area: 22 - Lower Matecumbe
Subdivision: Lower Mat Harbor (75.0)
Description: Commanding 170 feet of private Florida Bay frontage, and situated on over a...
Listing Office: Ocean Sotheby's International Realty
Last Updated: September - 18 - 2026
IDX
$10,000,000
Property Type: Residential
# of Bedrooms: 5
# of Bathrooms: 5
Square Footage: 3421
Year Built: 1997
Area: 22 - Lower Matecumbe
Subdivision: Mat Ocean Bay (75.0)
Description: Extraordinary opportunity to own one of the Florida Keys' most spectacular ...
Listing Office: Berkshire Hathaway HomeServices Keys Real Estate - Islamorada
Last Updated: October - 01 - 2026
IDX
$8,000,000
Property Type: Residential
# of Bedrooms: 3
# of Bathrooms: 3
Square Footage: 1728
Year Built: 1986
Area: 25 - Plantation Key
Subdivision: Key Heights (88.5)
Description: Discover your dream retreat in this beautiful oceanfront home, set on 1.5 a...
Listing Office: Real Estate Sales Force, Inc.
Last Updated: June - 01 - 2026
IDX
$7,950,000
Property Type: Residential
# of Bedrooms: 8
# of Bathrooms: 10
Square Footage: 5392
Year Built: 2014
Area: 22 - Lower Matecumbe
Subdivision: Safety Harbor (74.0)
Description: Nestled in the exclusive Safety Harbor enclave of Islamorada, this stunning...
Listing Office: Coldwell Banker Realty - Coral Gables
Last Updated: September - 03 - 2026
IDX
$7,400,000
Property Type: Residential
# of Bedrooms: 5
# of Bathrooms: 6
Square Footage: 4770
Year Built: 2012
Area: 22 - Lower Matecumbe
Subdivision: Mat Ocean Bay (75.0)
Description: Discover an extraordinary oceanfront retreat in the Florida Keys, where 1.3...
Listing Office: Ocean Sotheby's International Realty
Last Updated: October - 16 - 2026
IDX
The data relating to real estate for sale on this web site comes in part from the Florida Keys MLS, Inc. Information provided is deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. The information being provided is for consumers’ personal, non-commeral use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. IDX data is deemed reliable but is not guaranteed accurate by the MLS.